Big Spenders: Which Celebrities Give the Largest Tips

Published: Nov 08, 2023

Tipping is a common courtesy to show how much you appreciated your waiter or waitress’s service. In the United States, it’s expected that people tip about 15% to 25%, which is the standard. Typically, fast-food restaurants don’t require tipping, but restaurants and sit-down other places do. 

Reportedly, these specific celebrities are in the business of being extra generous when it comes to tipping way beyond the total cost of their bill.

Donnie Wahlberg

Known as the Blue Bloods actor and brother of Mark Wahlberg, Donnie Wahlberg is famous in Hollywood for his status as a hospitable tipper. At Marshland Restaurants and Bakery, he left a $2,020 tip as part of the #2020TipChallenge initiative to help the waitstaff at restaurants who were hit hard by the pandemic. 


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Wahlberg didn’t just leave his good tipping habits there. At another restaurant the month before, he left a $2,000 tip, and, in 2017, he left another tip at a different restaurant. 


Russell Crowe

A tragic hero and an iconic villain, Russell Crowe gained notable celebrity status after his performance in Gladiator. Crowe is an actual hero in real life, too. After dining at Wales’ Carew Inn with his friends, Crowe left a significant tip. 


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Crowe and his pals ate mussels and chicken and sang karaoke for the waitstaff and other patrons. Clearly, Crowe was in such good spirits that he ended up tipping $783 on a bill of about $313.

Naomi Campbell

The gals had a couple of drinks and, as their night came to a close, Campbell tipped $9,200. Apparently, the waitress who served them was “stunned” and “shocked” by the kind gesture. It’s not every day you get tipped over $9,000 by icon Naomi Campbell!


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The gals had a couple of drinks and, as their night came to a close, Campbell tipped $9,200. Apparently, the waitress who served them was “stunned” and “shocked” by the kind gesture. It’s not every day you get tipped over $9,000 by icon Naomi Campbell!

Amy Schumer

Stand-up comedian and actress Amy Schumer understands the challenges of working at a restaurant. Being on your feet all day and having to deal with customers is no easy task, and Schumer gets what it’s like since she used to work as a server before she got famous.


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The star went to Peter’s Clam Bar, a restaurant on Long Island. Although she only ordered soup and a few appetizers, she generously tipped $500 on her $49 order. This was after she learned that her server, Ryan, was balancing two jobs in order to pay for his education. Without a doubt, his experience with Schumer must have left a positive impression on the young waiter!

John Travolta

John Travolta cemented his status in Hollywood’s iconography thanks to his iconic roles in Saturday Night Fever, Grease, and Pulp Fiction, amongst countless others. Travolta has a reputation as being one of the more generous celebs, which was certainly proven while he was eating at a New York restaurant. 

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The Hollywood star went above and beyond by leaving a tip amount well beyond 20%. For a meal that cost $382.29, the server went home with an additional $100. Not only did Mr. Travolta have an exceptional dining experience, but we’re sure he also made the server’s night! 


Taylor Swift

After this tipping story, we understand how Taylor Swift earned the title of “America’s Sweetheart.” While constantly showing how kind she is, this instance really cements her sweetheart status. In 2013, Swift and her friends went out for a late-night bite at Ralph’s Italian Market in Philadelphia. 

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Swift was only 23 at the time, which is pretty remarkable considering that young people often get a bad rap as being horrible tippers. On a check of $800, she tipped $500, and the word swiftly got out amongst the “Swifties” even though Swift herself never posted anything on social media. 


Charlize Theron

This Hollywood starlet has built an impressive career out of her filmography. Here’s another example of how celebs are just like us! As we all do sometimes, Theron was craving a sweet treat.

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She decided to stop by Pinkberry’s Hollywood location for a snack, however, she left her wallet. The employees let her still get her snack, and go back home to get her wallet. When Theron returned an hour later, she handed them a $100 bill for a simple $4 order. This instance shows her kindness considering it was her fault for leaving her wallet at home, and as a “thank you” to the Pinkberry employees. 


Chrissy Teigen

At Centerville, Ohio’s Outback Steakhouse location, 21-year-old waitress Mikayla Scott was very nervous when Chrissy Teigen stopped by. Naturally, people get shy around prominent celebrities, but Mikayla had no reason to be. Teigen was visiting the town with John Legend and their kids for a high school football game since Legend is from the Ohio area. 

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Teigen ended up tipping $1,000 on a bill of $193.81. Mikayla shared that she was able to get her car fixed and divvied up the remainder of the cash with her fellow servers. 


Post Malone

Even though he is a massive singer and superstar, Post Malone doesn’t have a big ego. He is rather kind and humble, apparently. He certainly showed his friendly side after this story at the famous Mel’s Drive-In on Sunset Boulevard in Los Angeles. 

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Post Malone was talkative with Mel’s waitstaff and even took photos with fans. After he was finished eating, he left a $1,000 tip for the staff! Mel’s even posted on their Instagram account that Post was a “great guy” and was welcome back anytime. 


Tom Selleck

Hollywood veteran Tom Selleck also took part in the #2020TipChallenge, which surely made his co-star and on-screen son, Donnie Wahlberg, satisfied. Not saying that there was any competition, but Selleck did tip $2,020 on the $204.68 tab at Elios Upper East Side. Selleck also wrote a very nice and warmhearted note to the waitstaff. 

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Wahlberg was beyond happy on Twitter when he discovered his “TV dad…generously accepted.” He also additionally tweeted, Love ya dad.” How cute! Both actors are great examples of proving that being wealthy doesn’t mean you can’t also be a generous tipper. 


Brad Pitt

Germany is a beloved destination for its delectable cuisine, even if it’s quite on the heavier side. People from all over the globe go to Germany to eat, drink, and enjoy themselves…even celebrities. Undoubtedly, one of the most sensational actors of his generation, Hollywood vet Brad Pitt visited a restaurant in Germany where he tipped $700 on a whopping $1,000 bill. It’s almost as if he tried everything on the menu!

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We’re positive that whoever was serving Mr. Pitt had the best day because of the 70% tip and his all-around generosity.


Harry Styles

Harry Styles was yet another celeb who participated in the 2020 tipping challenge. While on vacation with Adele and James Corden in the stunning tropical paradise of Anguilla, the group racked up a $472 bill. Styles tipped $2,020. 

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Yahya, a server at the restaurant, tweeted, Big ups to Harry Styles for taking care of Mister Big Life.” The server also praised Donnie Wahlberg for his initiative, saying that it even got an international response all the way from the Virgin Islands. Just goes to show that Styles continually has the best reputation as being one of showbiz’s coolest and nicest celebs. 


Charles Barkley

NBA player Charles Barkley is known for being one of the most vibrant figures in basketball. He has the reputation of a person people love to hate, even though he doesn’t play anymore. Regardless of what people think, one thing’s for sure: he is an impeccable tipper. 

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Barkley revealed to Conan O’Brien in a 2014 interview that he believed tipping is “important” if you are “successful.” He also shared that he once won $700,000 when he was at a blackjack game, and tipped $25,000. Even so, Barkley felt he should’ve tipped more.  


Shaquille O’Neal

Shaq is known for his generosity. For a net worth of hundreds of millions of dollars, even he manages to be generous with his tipping. And he actually asks what servers want instead of just giving a certain tip amount to them.   

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Servers know that the quicker Shaq gets his order, the more of a tip they will get in return. Hot, quick food equals a nice, juicy tip. One time, a server asked for a $4,000 tip to handle two months of her rent, and Shaq delivered. It’s almost like magic!


David Beckham

Soccer superstar David Beckham is approximately worth $450 million. Beckham is another A-lister who is generous with their tipping habits. In 2012, he went to a bar in Culver City, CA, known as the Heart of Screenland and where Sony Pictures is located.  

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Beckham and a few friends spent $100 that night. Instead of writing down a tip, he simply added a “0” to the total amount. Well, the waiter that was serving him that night must have felt pretty good after this encounter!  


Jim Carrey

Not only is Jim Carrey the mystery of Hollywood but he’s also considered a fairly generous tipper. Although Carrey is mostly known for his comedic roles, he’s really proven himself as a brilliant dramatic actor, as well as a painter and political activist. 

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At Chester, a restaurant located in the meatpacking district of New York City, Carrey paid $151 in 2016. He only got quinoa, lemon chicken, and sparkling water – wow, talk about pricey! Generously, Carrey tipped $225 to the bill’s total. 



In the late spring of 2016, bad gal Rihanna was caught in the spotlight of yet another TMZ report. Although, this one was positive. Out in Austin, Texas, the performer and fashion icon Rihanna was seen at The Lodge On 6th, a notoriously upscale bar. 

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In the late spring of 2016, bad gal Rihanna was caught in the spotlight of yet another TMZ report. Although, this one was positive. Out in Austin, Texas, the performer and fashion icon Rihanna was seen at The Lodge On 6th, a notoriously upscale bar. 


Mick Jagger

As the symbolic frontman of the rock band The Rolling Stones, Mick Jagger is not only one of the most influential musicians of all time, but he’s also a very good tipper. Jagger went with his friends to Philippe Chow in NYC, where they feasted on chicken satay, lettuce wraps, prawns, tuna tartare, noodles, and Peking duck.

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Finally, for dessert, they had Baked Alaska. The entire layout cost Jagger $478 and kindly added a $500 tip. Needless to say, the server at Philippe Chow was more than satisfied with how his night ended! 


Gregg Popovich

The two important games that the San Antonio Spurs lost against Memphis didn’t dampen the spirits of Gregg Popovich. Despite these disappointments, Popovich was more than friendly to the waiters at McEwen’s in Memphis.

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Popovich dropped $815.73 at McEwen’s, according to the San Antonio Express-News. He added a 612% tip of $5,000. A server at the restaurant posted a photo of the bill and shared it on Reddit to make people aware of the coach’s immense kindness. 


Dana White

UFC is a massively successful, billion-dollar organization. Dana White, UFC’s executive, is a brilliant businessperson whose networth is half a billion dollars. While once a small enterprise, UFC has turned into an overwhelmingly large and popular venture.

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White is known for being generous with charities, and also with tipping. At Empire Asian Restaurant and Lounge in Boston, the exec racked up a $1,500 tab and added a whopping $4,000 on top of that. The staff was reportedly “stunned” by White’s generosity. We would be, too! 


Jessica Simpson

An American singer, actress, and businesswoman, Jessica Simpson is a trendsetter and owns a fashion company called The Jessica Simpson Collection. Apparently, she is also a good tipper on top of everything else. With a net worth of about $200 million, Simpson not only has an amazing voice, but she also has a heart of gold. 

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At Lavo restaurant in 2011, Simpson left a $300 tip in addition to her $500 bill. The waitress received a sweet note where Simpson wrote that she was “amazing,” and thanked her for “making the world a better place.” The lovely Simpson also signed the note, “Love, Jess.”


Drew Barrymore

Child star Drew Barrymore has been in the biz her entire life since her debut film role as Gertie in Steven Spielberg’s E.T. Anna Ortiz, the Ugly Betty actress, confirmed Barrymore’s generosity with tipping. Before Ortiz was a star, she waited on Barrymore at a restaurant, who reported that she tipped generously multiple times. 

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Barrymore is known for usually tipping 100%. Other servers aside from Ortiz can attest to that fact. It’s better to be overly generous than unwilling to pay it forward – or just have human decency. No stinginess for Drew Barrymore! 


Tyler Perry

Comedy actor and filmmaker Tyler Perry had dinner at Green Vegetarian Cuisine in San Antonio Texas in September of 2017. For a $27 meal, he ended up tipping $500 – a shocking act of kindness! 

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The husband of the waitress who served Perry was so in awe of his generosity that he posted a photo on his Facebook page. He added that the cash “couldn’t have come at a better time,” and was appreciative of the filmmaker’s kindness. 


Gabriel Iglesias

Comedian Gabriel Iglesias is famous for his wild, raunchy comedy show antics. He showed up for a last-minute set at New York City’s Gotham Comedy Club in 2020. The show went on for three hours, but Iglesias made it up to the staff.

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After a really long night, Iglesias tipped the staff $3,000. The workers ended up splitting the tip amongst themselves, which must have been a rewarding treat. Is this more of an apology rather than a “thank you”?!


Dr. Dre

In the Hollywood Hills lies the elusive Skybar, an exclusive, celebrity-filled location. During the day, it’s a place where celebs come to lounge by the pool, and, by night, it’s an open-air paradise that invites guests in with yummy cocktails. The legendary music producer, Dr. Dre, is among one of the many stars who walk through the doors of Skybar.

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Dr. Dre ordered a round of tequila shots one night. The order shouldn’t have cost more than $100, but Dre tipped $5,000. The waitress who served him was beyond “stunned,” considering the tip was overly generous based on what he had ordered. 


Bill Murray

While Murray may have a skewed reputation in Hollywood – mostly amongst his costars -, we know that he’s a fairly good tipper. Needless to say, he’s an interesting guy. At a restaurant in New York, Murray’s order only cost $60 and tipped nearly $120% of that.

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Murray and his brother were let in pretty close to when the restaurant was supposed to shut its doors, but it was worth it. Telling funny and engaging stories and even participating in a “lemon squeezing contest,” made the late night worth the while for one waiter. Murray “made his summer.”


50 Cent

Rap king 50 Cent went to a Burger King drive-thru in September 2020 with social media celeb, Jay Mazini. While a lot of people go to fast food restaurants to avoid spending a lot of money, 50 Cent did the opposite.

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Because of the craziness and uncertainty that the Covid pandemic brought about, 50 Cent and Mazini wanted to make a difference. They handed out stacks of $30,000 in cash to the employees, who were more than stunned at what just happened. And their order wasn’t even more than $15!


Jimmy Fallon

Jimmy Fallon is yet another celeb who is famously known for their generosity in the tipping department, and for being really nice in general. At Kissaki Sushi in Water Mill, New York, Fallon ate there with his wife, Nancy Juvonen, to ring in the New Year.

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Fallon left a $400 tip. Fans were excited to dine near Fallon, and one fan even shared photos on Instagram of their experience. That sounds like a perfect night.  



When Jay-Z went to one of Miami’s most expensive restaurants, Fontainebleau, to share the release celebrated of the collaborated album Watch The Throne with Kanye West. Jay-Z dropped $250 on Armand de Brignac champagne, which is one of the most expensive bottles in the world.

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We’re not surprised that he tipped $50,000, which can practically buy a new car. Post-celebration, Jay Z and friends went to an Italian restaurant, Scarpetta, where he spent thousands of more dollars on fancy pasta. He probably left another huge tip. 


Johnny Depp

Johnny Depp is reported to be a huge fan of Gibson’s Steakhouse in Chicago. He arrived one late night for dinner with his Public Enemy co-stars. They all ordered tons of food, as well as Italian wine that cost $500 each.

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The cost of the entire meal was $4,400, which Depp covered, along with a tip of $4,000. Depp was very generous to his waiter who had served the famous actor on more than one occasion. It’s really sweet that the two have even become good pals!